Synthesis and evaluation of para-substituted bis(Arylidene)cycloalkanones as potential α-Amylase inhibitor with molecular docking and ADMET profiling
Ten para-substituted bis(arylidene)cycloalkanone derivatives were synthesised, characterised and their inhibitory activities against human pancreatic α-amylase were evaluated. Among them, halogen-substituted derivatives 5d (IC50 = 7.6 ± 1.4 µM) and 5e (IC50 = 6.9 ± 1.8 µM) exhibited superior potency...
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Penerbit Universiti Kebangsaan Malaysia
2025
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| Online Access: | http://journalarticle.ukm.my/26324/1/SMS%208.pdf http://journalarticle.ukm.my/26324/ https://www.ukm.my/jsm/english_journals/vol54num9_2025/contentsVol54num9_2025.html |
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| author | Nur Farah Atiqah Azmi, Mohamad Nurul Azmi, Mahdi Babai, Mohamad Hafizi Abu Bakar, Muntaz Abu Bakar, Mohammad Tasyriq Che Omar, |
| author_facet | Nur Farah Atiqah Azmi, Mohamad Nurul Azmi, Mahdi Babai, Mohamad Hafizi Abu Bakar, Muntaz Abu Bakar, Mohammad Tasyriq Che Omar, |
| author_sort | Nur Farah Atiqah Azmi, |
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| content_provider | Universiti Kebangsaan Malaysia |
| content_source | UKM Journal Article Repository |
| continent | Asia |
| country | Malaysia |
| description | Ten para-substituted bis(arylidene)cycloalkanone derivatives were synthesised, characterised and their inhibitory activities against human pancreatic α-amylase were evaluated. Among them, halogen-substituted derivatives 5d (IC50 = 7.6 ± 1.4 µM) and 5e (IC50 = 6.9 ± 1.8 µM) exhibited superior potency compared to the standard drug acarbose (IC50 = 23.5 ± 2.7 µM). Molecular docking studies indicated that these halogenated derivatives (i.e., compound 5d and 5e) showed a good interaction with human pancreatic α-amylase protein (2QV4) with binding energy of -7.4 ± 0.1 kcal/mol and -7.8 ± 0.1 kcal/mol, respectively, compared with acarbose (-3.9 ± 0.1 kcal/mol). Both of them, form crucial π–π stacking and hydrophobic interactions within the enzyme’s active site residues TYR62 and LEU165. In silico ADMET profiling further supported the favourable drug-likeness, synthetic accessibility, and oral bioavailability of these compounds, making them promising candidates for antidiabetic drug development. |
| format | Article |
| id | my-ukm.journal.26324 |
| institution | Universiti Kebangsaan Malaysia |
| language | en |
| publishDate | 2025 |
| publisher | Penerbit Universiti Kebangsaan Malaysia |
| record_format | eprints |
| spelling | my-ukm.journal.263242026-01-08T03:41:08Z http://journalarticle.ukm.my/26324/ Synthesis and evaluation of para-substituted bis(Arylidene)cycloalkanones as potential α-Amylase inhibitor with molecular docking and ADMET profiling Nur Farah Atiqah Azmi, Mohamad Nurul Azmi, Mahdi Babai, Mohamad Hafizi Abu Bakar, Muntaz Abu Bakar, Mohammad Tasyriq Che Omar, Ten para-substituted bis(arylidene)cycloalkanone derivatives were synthesised, characterised and their inhibitory activities against human pancreatic α-amylase were evaluated. Among them, halogen-substituted derivatives 5d (IC50 = 7.6 ± 1.4 µM) and 5e (IC50 = 6.9 ± 1.8 µM) exhibited superior potency compared to the standard drug acarbose (IC50 = 23.5 ± 2.7 µM). Molecular docking studies indicated that these halogenated derivatives (i.e., compound 5d and 5e) showed a good interaction with human pancreatic α-amylase protein (2QV4) with binding energy of -7.4 ± 0.1 kcal/mol and -7.8 ± 0.1 kcal/mol, respectively, compared with acarbose (-3.9 ± 0.1 kcal/mol). Both of them, form crucial π–π stacking and hydrophobic interactions within the enzyme’s active site residues TYR62 and LEU165. In silico ADMET profiling further supported the favourable drug-likeness, synthetic accessibility, and oral bioavailability of these compounds, making them promising candidates for antidiabetic drug development. Penerbit Universiti Kebangsaan Malaysia 2025 Article PeerReviewed application/pdf en http://journalarticle.ukm.my/26324/1/SMS%208.pdf Nur Farah Atiqah Azmi, and Mohamad Nurul Azmi, and Mahdi Babai, and Mohamad Hafizi Abu Bakar, and Muntaz Abu Bakar, and Mohammad Tasyriq Che Omar, (2025) Synthesis and evaluation of para-substituted bis(Arylidene)cycloalkanones as potential α-Amylase inhibitor with molecular docking and ADMET profiling. Sains Malaysiana, 54 (9). pp. 2201-2210. ISSN 0126-6039 https://www.ukm.my/jsm/english_journals/vol54num9_2025/contentsVol54num9_2025.html |
| spellingShingle | Nur Farah Atiqah Azmi, Mohamad Nurul Azmi, Mahdi Babai, Mohamad Hafizi Abu Bakar, Muntaz Abu Bakar, Mohammad Tasyriq Che Omar, Synthesis and evaluation of para-substituted bis(Arylidene)cycloalkanones as potential α-Amylase inhibitor with molecular docking and ADMET profiling |
| title | Synthesis and evaluation of para-substituted bis(Arylidene)cycloalkanones as potential α-Amylase inhibitor with molecular docking and ADMET profiling |
| title_full | Synthesis and evaluation of para-substituted bis(Arylidene)cycloalkanones as potential α-Amylase inhibitor with molecular docking and ADMET profiling |
| title_fullStr | Synthesis and evaluation of para-substituted bis(Arylidene)cycloalkanones as potential α-Amylase inhibitor with molecular docking and ADMET profiling |
| title_full_unstemmed | Synthesis and evaluation of para-substituted bis(Arylidene)cycloalkanones as potential α-Amylase inhibitor with molecular docking and ADMET profiling |
| title_short | Synthesis and evaluation of para-substituted bis(Arylidene)cycloalkanones as potential α-Amylase inhibitor with molecular docking and ADMET profiling |
| title_sort | synthesis and evaluation of para-substituted bis(arylidene)cycloalkanones as potential α-amylase inhibitor with molecular docking and admet profiling |
| url | http://journalarticle.ukm.my/26324/1/SMS%208.pdf http://journalarticle.ukm.my/26324/ https://www.ukm.my/jsm/english_journals/vol54num9_2025/contentsVol54num9_2025.html |
| url_provider | http://journalarticle.ukm.my/ |